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DC Field | Value | Language |
---|---|---|
dc.contributor.author | Kumar, Dalip | - |
dc.date.accessioned | 2021-10-27T04:22:54Z | - |
dc.date.available | 2021-10-27T04:22:54Z | - |
dc.date.issued | 2004-05 | - |
dc.identifier.uri | https://pubs.acs.org/doi/10.1021/ol049266r | - |
dc.identifier.uri | http://dspace.bits-pilani.ac.in:8080/xmlui/handle/123456789/3084 | - |
dc.description.abstract | On the basis of density functional calculations, the isomerization of skipped azaenediynes (C-alkynyl-N-propargylimines) to azaenyne allenes and subsequent rapid aza-Myers−Saito cyclization to α,5-didehydro-3-picoline were predicted. We prepared the N-propargylimine of 1-phenyl-3-tri(isopropyl)silylprop-2-yn-1-one, which undergoes proto-desilylation and isomerization to an azaenyne allene when treated with tetrabutylammonium fluoride. In the presence of 1,4-cyclohexadiene, this azaenyne allene affords 6-phenyl-3-picoline and other products corresponding to the trapping of an α,5-didehydro-3-picoline diradical. | en_US |
dc.language.iso | en | en_US |
dc.publisher | ACS | en_US |
dc.subject | Chemistry | en_US |
dc.subject | Mixtures | en_US |
dc.subject | Isomerization | en_US |
dc.subject | Alcohols | en_US |
dc.subject | Allenes | en_US |
dc.subject | Cyclization | en_US |
dc.title | α,5-Didehydro-3-picoline Diradicals from Skipped Azaenediynes: Computational and Trapping Studies of an Aza-Myers−Saito Cyclization | en_US |
dc.type | Article | en_US |
Appears in Collections: | Department of Chemistry |
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